1,1-dimethylethyl hexahydro-5,5bis(hydroxymethyl)cyclopenta[c]pyrrole-2(1H)-carboxylate | 197442-20-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1,1-dimethylethyl hexahydro-5,5bis(hydroxymethyl)cyclopenta[c]pyrrole-2(1H)-carboxylate
• 英文别名: 1,1-dimethylethyl hexahydro-5,5-bis(hydroxymethyl)cyclopenta[c]pyrrole-2(1H)-carboxylate；tert-butyl 5,5-bis(hydroxymethyl)-1,3,3a,4,6,6a-hexahydrocyclopenta[c]pyrrole-2-carboxylate
• CAS: 197442-20-9
• 化学式: C₁₄H₂₅NO₄
• 分子量: 271.357
• InChiKey: HWTVDRBWLDSBAG-UHFFFAOYSA-N

物化性质

• 沸点：
  396.3±7.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-dimethylethyl hexahydro-5,5bis(hydroxymethyl)cyclopenta[c]pyrrole-2(1H)-carboxylate 在 三氟乙酸 作用下， 以 吡啶 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 Toluene-4-sulfonic acid 1-aza-tricyclo[3.3.1.03,7]non-5-ylmethyl ester
  参考文献：
  名称：

  Serotonin 5-HT4 agonist activity of a series of meso-azanoradamantane benzamides

  摘要：

  A series of meso-amino(methyl)azanoradamantane benzamides has been prepared and evaluated for 5-HT4 agonism activity in the rat tunica muscularis mucosae (TMM) assay. Compound 8i is the most potent 5-HT4 agonist in the series, with an EC50 of 217 nM. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00408-3
• 作为产物：
  描述：

  3-(tert-butoxycarbonyl)-7,7-di(carbomethoxy)-3-azabicyclo[3.3.0]octane 在 锂硼氢 作用下， 以 四氢呋喃 为溶剂， 以98%的产率得到1,1-dimethylethyl hexahydro-5,5bis(hydroxymethyl)cyclopenta[c]pyrrole-2(1H)-carboxylate
  参考文献：
  名称：

  Serotonin 5-HT4 agonist activity of a series of meso-azanoradamantane benzamides

  摘要：

  A series of meso-amino(methyl)azanoradamantane benzamides has been prepared and evaluated for 5-HT4 agonism activity in the rat tunica muscularis mucosae (TMM) assay. Compound 8i is the most potent 5-HT4 agonist in the series, with an EC50 of 217 nM. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00408-3

文献信息

• Meso-azacyclic aromatic acid amides and esters as novel serotonergic
  申请人：G. D. Searle & Co.

  公开号：US05612366A1

  公开（公告）日：1997-03-18

  The meso-azacyclic aromatic acid amides and esters of the present invention are useful in the treatment of the central nervous system and gastrointestinal motility disorders such as gastroesophageal reflux, non-ulcer dyspepsia, delayed gastric emptying, ileus, irritable bowel syndrome, and the like. Additionally, the compounds of the present invention find utility as antagonists of serotonin 5-HT.sub.3 receptors. As such they are useful for the treatment of humans and animals wherein antagonism of 5-HT.sub.3 receptors is beneficial. Therapy is indicated for, but not limited to, the treatment of anxiety, psychoses, depression (especially depression accompanied by anxiety), cognitive disorders, substance abuse dependence and/or withdrawal, irritable bowel syndrome, emesis caused by chemotherapeutic agents, and visceral pain. Additionally, the compounds of the present invention may find utility as enhancers of nasal absorption of bioactive compounds.

  本发明中的中环氮杂芳酸酰胺和酯在治疗中枢神经系统和胃肠动力障碍（如胃食管反流、非溃疡性消化不良、胃排空延迟、肠梗阻、肠易激综合征等）方面有用。此外，本发明中的化合物可用作血清素5-HT.sub.3受体拮抗剂。因此，它们在拮抗5-HT.sub.3受体有益的人类和动物的治疗中有用。治疗适用于但不限于焦虑、精神病、抑郁症（尤其是伴有焦虑的抑郁症）、认知障碍、物质滥用依赖和/或戒断、肠易激综合征、化疗药物引起的呕吐和内脏疼痛。此外，本发明中的化合物可能作为生物活性化合物鼻吸收的增强剂有用。
• US5318977A
  申请人：——

  公开号：US5318977A

  公开（公告）日：1994-06-07
• US5516782A
  申请人：——

  公开号：US5516782A

  公开（公告）日：1996-05-14
• US5612366A
  申请人：——

  公开号：US5612366A

  公开（公告）日：1997-03-18